Enantioselective divergent syntheses of several polyhalogenated Plocamium monoterpenes and evaluation of their selectivity for solid tumors.
Enantioselective divergent syntheses of several polyhalogenated Plocamium monoterpenes and evaluation of their selectivity for solid tumors.
复制标题
几种多卤化 Plocamium 单萜的对映选择性发散合成及其对实体瘤选择性的评估。
DOI：
10.1002/anie.201407726
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
Vanderwal,ChristopherD
中科院分区：
文献类型：
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作者：
Vogel,CarlV;Pietraszkiewicz,Halina;Sabry,OmarM;Gerwick,WilliamH;Valeriote,FrederickA;Vanderwal,ChristopherD
来自Plocamium的多卤代单萜家族计数超过一百个已知成员。使用甘油醛缩丙酮作为手性池前体，开发了一种对映选择性和发散策略，为合成该家族中许多小而复杂的非环状成员提供了蓝图。这种方法的广泛适用性通过四种天然产物和三种类似物的简短的八步合成来证明。这些合成是无环多卤代Plocamium单萜的第一个成员，并允许评估其对一系列肿瘤细胞系的选择性。
The family of polyhalogenated monoterpenes fromPlocamiumcounts over a hundred known members. Using glyceraldehyde acetonide as a chiral‐pool precursor, an enantioselective and divergent strategy was developed that provides a blueprint for the synthesis of many of the small yet complex acyclic members of this family. The broad applicability of this approach is demonstrated with the short, eight‐step synthesis of four natural products and three analogues. These syntheses are the first of any members of the acyclic polyhalogenatedPlocamiummonoterpenes and permitted the evaluation of their selectivity against a range of tumor cell lines.